Acetoacetic Acid Patents (Class 560/178)
  • Patent number: 11802104
    Abstract: The invention discloses a method for preparation of an acetoacetylated polyol by reaction of a polyol with deketene in the presence of a base and in the absence of a solvent.
    Type: Grant
    Filed: April 3, 2020
    Date of Patent: October 31, 2023
    Assignee: ARXADA AG
    Inventors: Masaki Nakajima, Anja Bierstedt, Leo Schmid, Maximilian Kuehnle, Ulrich Mayerhoeffer, Ellen Klegraf
  • Patent number: 9174870
    Abstract: The present invention relates to a plaster-based material which includes an agent capable of trapping formaldehyde, in particular a plasterboard intended for the interior fittings of residential buildings. The agent capable of trapping formaldehyde is chosen from ethylene urea and its derivatives, compounds comprising active methylene(s), sulphites, tannins and their mixtures. Another subject-matter of the invention is the use of the said material for reducing the amount of formaldehyde present in the atmosphere inside residential buildings.
    Type: Grant
    Filed: June 21, 2013
    Date of Patent: November 3, 2015
    Assignee: BPB LIMITED
    Inventor: Parnika Sahay-Turner
  • Patent number: 9023653
    Abstract: A method of labeling a sulfenic acid (—SOH) group of a cysteine residue in a protein; or peptide, comprises contacting said protein or peptide with a beta-ketoester to covalently couple said beta-ketoester to said cysteine residue and form a beta-ketoester-labeled cysteine residue in said protein or peptide.
    Type: Grant
    Filed: August 24, 2012
    Date of Patent: May 5, 2015
    Assignee: Wake Forest University Health Sciences
    Inventors: Cristina M. Furdui, Allen W. Tsang, Jiang Qian
  • Publication number: 20130338394
    Abstract: Enolate salts of 4-fluoro-2-hydroxymethylene-3-oxobutyrates of formula wherein R1 is C1-10 alkyl, R2 and R3 are independently hydrogen or fluorine, M is an alkali or alkaline earth metal, and n is 1 or 2, are prepared from enolate salts of the corresponding 4-fluoro-3-oxobutyrates and carbon monoxide. The enolate salts of formula I can be alkylated or acylated to obtain the corresponding enol ethers and esters. The 4-fluoro-3-oxobutyrate starting material can be prepared from 1,1-difluoroethyl methyl ethers by SbF5-catalyzed fluoromethane elimination followed by halogen exchange with lithium chloride, reacting the thus obtained fluoroacetyl chloride with ketene and quenching with the appropriate alcohol R1—OH.
    Type: Application
    Filed: July 11, 2011
    Publication date: December 19, 2013
    Applicant: LONZA LTD.
    Inventors: Martina Eichenberger, Paul Hanselmann, Florencio Zaragoza Dörwald
  • Publication number: 20130210934
    Abstract: Biodegradable flavoring agent compositions comprising 1,3-propanediol are provided, and the 1,3-propanediol in the composition is biologically derived. The compositions exhibit a lower anthropogenic CO2 emission profile. Also provided are biodegradable flavoring agent compositions comprising an ester of 1,3-propanediol. In these compositions, the ester can have at least 3% biobased carbon.
    Type: Application
    Filed: March 15, 2013
    Publication date: August 15, 2013
    Applicant: DuPont Run & Lyle Bio Products Company, LLC
    Inventor: DuPont Run & Lyle Bio Products Company, LLC
  • Publication number: 20130149732
    Abstract: A method of labeling a sulfenic acid (—SOH) group of a cysteine residue in a protein; or peptide, comprises contacting said protein or peptide with a beta-ketoester to covalently couple said beta-ketoester to said cysteine residue and form a beta-ketoester-labeled cysteine residue in said protein or peptide.
    Type: Application
    Filed: August 24, 2012
    Publication date: June 13, 2013
    Inventors: Cristina M. Furdui, Allen W. Tsang, Jiang Qian
  • Publication number: 20130142872
    Abstract: The invention is a novel series of compounds represented by general formula, its analogs, tautomeric forms, stereoisomers, pharmaceutically acceptable salts and polymorphs wherein said compound described is a group of antisense molecules possessing immediate global cellular penetration due to their molecular structure and lipophilicity. The molecules are combinations of ethyl and methyl pyruvates. They induce riboswitch activity and reduce target RNA and nucleic acids such as HbA1c. They reduce inflammation and enhance energy production. These features improve therapeutic outcomes of diabetes, neuropathy and cellular aging.
    Type: Application
    Filed: August 9, 2012
    Publication date: June 6, 2013
    Inventors: John James Fitzgerald, JR., Ranya Ludwig Alexander, Anthony Joseph Meduri
  • Patent number: 8426632
    Abstract: There is provided a novel crosslinking agent for use in crosslinked polymer fabrication, specifically a crosslinking agent containing at least one compound selected from glyoxylate and a glyoxylic acid ester derivative represented by the following general formula (1): wherein R1 and R2 each independently represents an alkyl group having 1 to 10 carbon atoms and R3 represents hydrogen or an alkyl group having 1 to 10 carbon atoms.
    Type: Grant
    Filed: August 29, 2008
    Date of Patent: April 23, 2013
    Assignee: The Nippon Synthetic Chemical Industry Co., Ltd.
    Inventors: Shinichi Tanaka, Hideki Kageyama, Hiroyuki Ono, Akiko Kuruma
  • Publication number: 20120071390
    Abstract: Biodegradable detergent compositions comprising 1,3-propanediol are provided, and the 1,3-propanediol in the composition is biologically derived. The compositions exhibit a lower anthropogenic CO2 emission profile. Also provided are biodegradable detergent compositions comprising an ester of 1,3-propanediol. In these compositions, the ester can have at least 3% biobased carbon.
    Type: Application
    Filed: September 21, 2011
    Publication date: March 22, 2012
    Inventors: Gyorgyi Fenyvesi, Melissa Joerger, Robert Miller, Raja Hari Poladi, Ann Wehner
  • Patent number: 8105809
    Abstract: In one embodiment, the present invention includes a method for the synthesis of an ester derivative of acetoacetate. The method includes providing a first ester of acetoacetate and providing an alcohol. The method further includes combining the first ester of acetoacetate and the alcohol in the presence of an enzyme capable of transesterification in a non-aqueous solvent to form the ester derivative of acetoacetate. The method results in the formation of the ester derivative of acetoacetate, which, in one embodiment, is monoacetoacetin.
    Type: Grant
    Filed: July 3, 2008
    Date of Patent: January 31, 2012
    Assignee: Accera, Inc.
    Inventor: Samuel T. Henderson
  • Publication number: 20110008634
    Abstract: A rust inhibitor usable for metal surface coating includes, as an effective component, a compound containing a chelate group, and a long chain alkyl group and/or a cyclic alkyl group, which are bonded by an ester bond or other bonds.
    Type: Application
    Filed: July 2, 2009
    Publication date: January 13, 2011
    Applicants: AUTONETWORKS TECHNOLOGIES, LTD., SUMITOMO WIRING SYSTEMS, LTD., SUMITOMO ELECTRIC INDUSTRIES, LTD., KYUSHU UNIVERSITY
    Inventors: Tatsuya Hase, Makoto Mizoguchi
  • Publication number: 20100324314
    Abstract: PROBLEM To provide an environmentally-friendly method for producing industrially an ester compound. SOLUTION The present invention is a method for producing an ester compound which comprises subjecting a carboxylic acid and an alcohol to dehydration-condensation reaction using an involatile acid catalyst and then removing the residual acid catalyst by bringing a weak basic substance into contact with the residual acid catalyst.
    Type: Application
    Filed: October 20, 2007
    Publication date: December 23, 2010
    Applicant: WAKO PURE CHEMICAL INDUSTRIES, LTD.
    Inventors: Shigeaki Imazeki, Ryohiko Kinoshita
  • Patent number: 7855261
    Abstract: Disclosed are filter elements constructed of a filter support material coated with an acetoacetate-functional polymeric composition that reacts with and removes aldehydes, especially formaldehyde, present in gases such as air. Also disclosed are methods for the removal of aldehydes utilizing the coated filter support materials.
    Type: Grant
    Filed: December 8, 2006
    Date of Patent: December 21, 2010
    Assignee: Eastman Chemical Company
    Inventors: Thauming Kuo, Mark Kevin Vineyard, Weimin Chen Liang
  • Publication number: 20100121095
    Abstract: The invention relates to a process for preparing alkyl dihaloacetoacetates of the formula (I) by reacting ?,?-dihaloamines of the formula (III) with acetic esters of the formula (II) in the presence of bases.
    Type: Application
    Filed: January 22, 2008
    Publication date: May 13, 2010
    Applicant: Bayer CropScience AG
    Inventors: Sergii Pazenok, Norbert Lui
  • Publication number: 20090253781
    Abstract: Compositions comprising ketone bodies and/or their metabolic precursors are provided that are suitable for administration to humans and animals and which have the properties of, inter alia, (i) increasing cardiac efficiency, particularly efficiency in use of glucose, (ii) for providing energy source, particularly in diabetes and insulin resistant states and (iii) treating disorders caused by damage to brain cells, particularly by retarding or preventing brain damage in memory associated brain areas such as found in Alzheimer's and similar conditions. These compositions may be taken as nutritional aids, for example for athletes, or for the treatment of medical conditions, particularly those associated with poor cardiac efficiency, insulin resistance and neuronal damage. The invention further provides methods of treatment and novel esters and polymers for inclusion in the compositions of the invention.
    Type: Application
    Filed: May 12, 2009
    Publication date: October 8, 2009
    Applicant: BTG International Limited
    Inventor: Richard L. Veech
  • Patent number: 7524565
    Abstract: The liquid, uncrosslinked, UV-curable Michael addition resins and blends of the present invention exhibit performance properties that make them very effective coating materials and these properties can be modified greatly depending upon composition. Michael donors and acceptors can be constructed from Type I and/or Type II photoinitiators and can be included in the coating compositions disclosed to make UV-curable coatings with extraordinary photoreactivity and properties. Resins can be produced that show excellent adhesion to metals, plastics, wood, paper and glass. They exhibit wide ranges of hardness, toughness, flexibility, tensile strength, stain resistance, scratch resistance, impact resistance, solvent resistance, etc. Almost any desired coating performance parameter can be attained by proper selection of raw material building blocks.
    Type: Grant
    Filed: April 19, 2005
    Date of Patent: April 28, 2009
    Assignee: Ashland Licensing and Intellectual Property LLC
    Inventors: Michael L. Gould, Terry E. Hammond, Sridevi Narayan-Sarathy
  • Patent number: 7407707
    Abstract: The invention detailed herein comprises a family of radiation-curable coating formulations specifically for metal substrates. These coating formulations are based on multifunctional acrylate resins formed by the reaction of acrylate monomers and oligomers with ÿ-keto esters (e.g., acetoacetates), ÿ-diketones (e.g., 2, 4-pentanedione), ÿ-keto amides (e.g., acetoacetanilide, acetoacetamide), and/or other ÿ-dicarbonyl compounds that can participate in the Michael addition reaction. An essential novelty of these coating resins is that they will cure under standard UV-cure conditions without the addition of traditional photoinitiators. Other materials, both reactive (conventional acrylates) and non-reactive (e.g., solvents) may also be incorporated into the resin oligomers to enhance the coatings properties on metal substrates.
    Type: Grant
    Filed: April 29, 2005
    Date of Patent: August 5, 2008
    Assignee: Ashland Licensing and Intellectual Property LLC
    Inventors: Michael Gould, Thomas L. Marino, Alexandre Mejiritski, Dustin B. Martin
  • Patent number: 7355065
    Abstract: The present invention relates to a process for the preparation of a compound of the formula (I), wherein R is C1?12 alkyl, by the contact of a compound of the general formula (II), wherein R1 and R2 are each, independently, C1?12 alkyl; or R1 and R2 join together with the nitrogen atom to which they are attached to form an alicyclic amine ring containing 4 to 7 carbon atoms or a morpholine ring, with an acetic acid ester of the general formula (III) CH3COOR, wherein R is as defined under formula (I), in the presence of a base.
    Type: Grant
    Filed: July 13, 2005
    Date of Patent: April 8, 2008
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Harald Walter, Camilla Corsi, Josef Ehrenfreund, Clemens Lamberth, Hans Tobler
  • Patent number: 7160925
    Abstract: Use of a compound having a hydrophobic moiety attached to a hydrophilic moiety, wherein the hydrophilic moiety comprises a ?-keto acid group and the hydrophobic moiety is attached via a bond from a carbon or an oxygen of the hydrophobic moiety to a carbon of the ?-keto acid group, provided that the ?-carbon of the ?-keto acid group does not form part of a carboxyl or ester group, or a salt thereof, as a surfactant. A dispersion comprising said surfactant as a dispersing agent. A method for breaking a dispersion comprising said surfactant as a dispersing agent, said method comprising the steps of a) providing said dispersion at a temperature where it is substantially stable; and b) setting the temperature of said dispersion, so as to achieve a desired decomposition rate of the surfactant.
    Type: Grant
    Filed: May 4, 2004
    Date of Patent: January 9, 2007
    Assignee: Yki, Ytkemiska Institutet AB
    Inventor: Martin Andersson
  • Patent number: 6878845
    Abstract: Oligomers from multifunctional acrylates and organonitro compounds are provided. Films obtained from crosslinked oligomers of the present invention are useful as protective or decorative coatings as well as components in adhesives and composites.
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: April 12, 2005
    Assignee: Ashland Inc.
    Inventors: Matthew S. Sheridan, Laurence G. Dammann, Sridevi Narayan-Sarathy
  • Patent number: 6743942
    Abstract: The present invention provides a process for transesterification of ketoester using polyaniline salt as catalyst, said process comprising reacting a keto ester with an alcohol in presence of a catalyst at a temperature range of 50 to 120° C. for a period in the range of 4 to 24 hours and separating the esters from the reaction mixture.
    Type: Grant
    Filed: November 8, 2002
    Date of Patent: June 1, 2004
    Assignee: Council of Scientific & Industrial Research
    Inventors: Srinivasan Palaniappan, Rampally Chandrashekhar
  • Publication number: 20040030178
    Abstract: The invention relates to a process for the preparation of compounds of the general formula I 1
    Type: Application
    Filed: January 27, 2003
    Publication date: February 12, 2004
    Inventor: Rainer Gewald
  • Patent number: 6677462
    Abstract: This invention relates to preparation of enantio-enriched compounds, and more particularly to enantio-enriched kavalactone compounds and derivatives thereof. The methods provide compounds that are useful as reagents, or building blocks, in the construction of other enantio-enriched compounds.
    Type: Grant
    Filed: August 6, 2001
    Date of Patent: January 13, 2004
    Assignee: Kava Pharmaceuticals, Inc.
    Inventors: Shoujun Chen, Lijun Sun, Joel McCleary
  • Patent number: 6620967
    Abstract: A ketosis-treating agent comprising, as an active ingredient, at least one amino acid selected from valine, isoleucine, serine, glutamine and glutamic acid, or a peptide or protein comprising at least one amino acid selected from valine, isoleucine, serine, glutamine and glutamic acid; a method for treating or preventing ketosis, comprising administering to a human or animal an effective amount of the above agent; and a method for treating or preventing symptoms relating to ketone bodies, comprising administering to a human or animal an effective amount of the above agent.
    Type: Grant
    Filed: October 17, 2000
    Date of Patent: September 16, 2003
    Assignee: Ajinomoto Co., Inc.
    Inventor: Hisamine Kobayashi
  • Patent number: 6593488
    Abstract: The present invention is to provide 4-fluoro-3-oxocarboxylates represented by the following formula (1): wherein R1 represents an alkyl group or an aryl group; R2 and R3 each represent a hydrogen atom or an alkyl group; and R4 represents an alkyl group, and a process for preparing a 4-fluoro-3-oxocarboxylate represented by the above formula (1), which comprises allowing a 2-fluorocarboxylate represented by the following formula (2): wherein R1 and R2 have the same meanings as defined above; and R5 represents an alkyl group, to react with a carboxylate represented by the following formula (3): wherein R3 and R4 have the same meanings as defined above, in the presence of a base.
    Type: Grant
    Filed: June 12, 2000
    Date of Patent: July 15, 2003
    Assignee: UBE Industries, Ltd.
    Inventors: Hiroshi Yoshida, Kiyoshi Ohmori, Kensaku Fuse, Kazuhiro Morita, Yoshitaka Onduka, Naoyuki Yokota
  • Patent number: 6489505
    Abstract: There is provided a process for producing 3,3-dimethyl-2-formylcyclopropanecarboxylic ester of formula (1): wherein R represents an alkyl group, a cycloalkyl group or an optionally substituted aralkyl group, which comprises reacting chrysanthemic acid ester of formula (2): wherein R represents the same meaning as that described above, with hydrogen peroxide in the presence of at least one catalyst selected from tungstic oxide, tungstic acid, tugstate, alkylrhenium trioxide, molybdic oxide, molybdate, a heteropoly acid comprising a hetero atom selected from a phosphorus, boron or silicone atom and a poly atom selected from tungsten or molybdenum and a salt of said heteropoly acid.
    Type: Grant
    Filed: January 26, 2001
    Date of Patent: December 3, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Koji Hagiya, Ichiro Komoto, Akio Kurihara
  • Patent number: 6486345
    Abstract: A method for producing 6,6-dialkoxy-5-hydroxy-3-oxo-hexanoic acid esters of general formula (I), wherein the dianion of an acetoacetic acid alkyl ester is reacted with an aldehyde. The 6,6-dialkoxy-5-hydroxy-3-oxo-hexanoic acid esters of general formula (I) are important synthesis building blocks for producing HMG-CoA-reductase-inhibitors.
    Type: Grant
    Filed: June 11, 2001
    Date of Patent: November 26, 2002
    Assignee: Lonza AG
    Inventor: Josef Schröer
  • Patent number: 6469200
    Abstract: A process for producing a 2-alkylidene-4-bromoacetoacetic acid ester of the formula (3): wherein R1 and R2 each independently represent a lower alkyl group having 1-5 carbon atoms, the process is characterized by reacting a 4-bromoacetoacetic acid ester of the formula (1): where R1 has the same meaning as defined above, with an aldehyde of the formula (2): R2CHO  (2) wherein R2 has the same meaning as defined above, in an inert organic solvent in the presence of an amine and a carboxylic acid.
    Type: Grant
    Filed: October 29, 1999
    Date of Patent: October 22, 2002
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Isao Kurimoto, Akihiko Nakamura, Norihiko Hirata
  • Patent number: 6457303
    Abstract: Various epothilone precursors needed for the preparation of final epothilones are provided.
    Type: Grant
    Filed: March 2, 2001
    Date of Patent: October 1, 2002
    Assignee: The University of Kansas
    Inventors: Gunda I Georg, Sajiv K. Nair, Emily Reiff, Ashok Rao Tunoori, John T. Henri
  • Patent number: 6455728
    Abstract: A process for fluorinating &bgr;-dicarbonyls to form the corresponding &agr;-fluorinated-&bgr;-dicarbonyl compounds is provided. The process is represented by the following reaction scheme: where R1 is H, alkyl or alkoxy, R2 is H, alkyl or perfluoroalkyl, and R3 is H, Cl, Br, I or alkyl. Use of oxygen in the fluorine stream yields a product which is 90-96% pure and contains radical fluorination impurity levels which are 10-20% lower than when oxygen is not used.
    Type: Grant
    Filed: November 1, 1999
    Date of Patent: September 24, 2002
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William Jack Casteel, Jr., Wade H. Bailey, III
  • Patent number: 6376719
    Abstract: An alkaline earth metal salt of &bgr;-diketo compound is produced using 1 mol of a powdery alkaline earth metal compound and 2.04 mol or more of an aliphatic &bgr;-diketo compound. The reaction may be carried out while supplying both components to a reactor continuously or intermittently, or may be carried out by adding one component to the other continuously or intermittently. The highest temperature during the reaction may be at 50° C. or higher. The reaction mixture may be aged, and then dried at a temperature of at 100 to 180° C. in an atmosphere of an inert gas. The alkaline earth metal compound may be calcium hydroxide, magnesium hydroxide, or barium hydroxide. The aliphatic &bgr;-diketo compound may be represented by the following formula, particularly an acetoacetic acid ester or acetylacetone. According to the production method as mentioned above, highly stable alkaline earth metal salts of &bgr;-diketo compounds of high quality can be produced.
    Type: Grant
    Filed: March 10, 2000
    Date of Patent: April 23, 2002
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Masayuki Okada
  • Patent number: 6355713
    Abstract: &bgr;-Ketoesters and their enamines derived from alcohols or polyols are suitable for stabilizing polymers, and are represented by formulae: A[(O—CHR4—Z—CHR5)m—O—CO—CHR1—CO—R3]n and A[(O—CHR4—Z—CHR5)m—O—CO—CR1═C(—NHR2)—R3]n, wherein: A is the residue of an alcohol or polyol selected from hydroxyalkanoic acid esters, sugars and their glycosides, sugar alcohols, sugar acids and their esters, and oligosaccharides; m is an integer number from 0 up to 6; n is a number from 1 up to the total number of hydroxyl groups in the polyol; R1 is hydrogen, C1-C8 alkyl, C3-C8 alkenyl or cycloalkyl (alkyl) or C6-C8 aryl or aralkyl; R2 is hydrogen, C1-C6 alkyl, C2-C6 hydroxyalkyl or C3-C6 alkenyl; R3 is C1-C18 alkyl, alkoxy or alkylamino, C3-C18 alkenyl, alkanoylmethyl, alkoxycarbonylmethyl or cycloalkyl(alkyl), C6-C18 aryl, aryloxy, arylamino, aralkyl, aralkoxy or aralkylamino, or C8-C18 aroylmethyl, arylox
    Type: Grant
    Filed: January 7, 2000
    Date of Patent: March 12, 2002
    Assignee: Akcros, Chemicals
    Inventors: Hendrikus Luitjes, Jacco Van Haveren, Augustinus Emmanuel Frissen, Gerard Hubert Schmets, Frans Jeanette Maria Leonardus Peters, Erica Gertruda Arnolda Kroon, Johannes Albertus Van Der Waal
  • Patent number: 6300511
    Abstract: The present invention provides a method of substituting a carbonyl compound with fluorine at the &agr;-position, comprising reaching the carbonyl compound with a fluorinating present of a metal-containing catalyst. The reaction results in replacement of a hydrogen atom by fluorine. The catalyst, which is used in a catalytically effective amount, is preferably a transition metal. In one class of methods the catalyst is a transition metal compound. In another class of methods, the catalyst is an elemental metal, in which case the carbonyl compound has an activating group attached to the carbon atom which is substituted by fluorine.
    Type: Grant
    Filed: March 27, 2000
    Date of Patent: October 9, 2001
    Assignee: F2 Chemicals Limited
    Inventors: Richard Dickinson Chambers, John Hutchinson, John Stewart Moilliet
  • Patent number: 6258977
    Abstract: An alkyl 3-oxoalkanoate, a process for preparation and use for the synthesis of fatty hydroxylated amino acids, fatty amino alcohols and ceramides.
    Type: Grant
    Filed: July 6, 1999
    Date of Patent: July 10, 2001
    Assignee: L'Oreal
    Inventors: Michel Philippe, Bernadette Luppi, Didier Semeria, Claude Mahieu
  • Patent number: 6207856
    Abstract: Compositions comprising ketone bodies and/or their metabolic precursors are provided that are suitable for administration to humans and animals and which have the properties of, inter alia, (i) increasing cardiac efficiency, particularly efficiency in use of glucose, (ii) for providing energy source, particularly in diabetes and insulin resistant states and (iii) treating disorders caused by damage to brain cells, particularly by retarding or preventing brain damage in memory associated brain areas such as found in Alzheimer's and similar conditions. These compositions may be taken as nutritional aids, for example for athletes, or for the treatment of medical conditions, particularly those associated with poor cardiac efficiency, insulin resistance and neuronal damage. The invention further provides methods of treatment and novel esters and polymers for inclusion in the compositions of the invention.
    Type: Grant
    Filed: July 31, 2000
    Date of Patent: March 27, 2001
    Assignee: BTG International Limited
    Inventor: Richard L. Veech
  • Patent number: 6093844
    Abstract: Proposed is a method of producing alkaline-earth salts of aliphatic .beta.-keto compounds by reacting alkaline-earth hydroxides with aliphatic .beta.-ketoesters and/or .beta.-diketones in the absence of solvent to give the corresponding alkaline-earth salts. The .beta.-keto compound is added in portions to the powdered alkaline-earth hydroxide and the reaction mixture subsequently dried. Good yields are obtained of a fine-grained, light colored product.
    Type: Grant
    Filed: September 15, 1998
    Date of Patent: July 25, 2000
    Assignee: Henkel Kommanditgesellschaft auf Aktien (KGaA)
    Inventors: Gerhard Wollmann, Joerg-Dieter Klamann, Guido Sonnen
  • Patent number: 6090975
    Abstract: Process for the preparation of 2-acetylcarboxylic esters by reacting an acetoacetic ester having 1 to 6 C atoms in the alkyl moiety with an aliphatic aldehyde having 1 to 12 C atoms at 0 to 40.degree. C. in the presence of a condensation catalyst, subsequently removing the water of reaction formed and unreacted starting materials and then hydrogenating the material at 20-160.degree. C., the temperature in the first hydrogenation phase being between 20 and 90.degree. C. and the temperature in the second phase being increased to 50 to 160.degree. C., depending on the starting temperature.
    Type: Grant
    Filed: December 29, 1998
    Date of Patent: July 18, 2000
    Assignee: DSM Fine Chemicals Austria GmbH
    Inventors: Wolfgang Huber, Gunter Eichberger, Harald Poschko, Gerhard Burschik
  • Patent number: 6049010
    Abstract: A method for preparation of a dicarbonyl compound of the following formula ##STR1## by reacting a conjugated alkadiene compound of the formula ##STR2## with a 1,3-dicarbonyl compound of the formula ##STR3## in the presence of an acid catalyst. The products of the method are useful in the preparation of compounds such as vitamins A and E, various carotenoids, Retin A, dehydrolinalool, pseudoionone, citral, and linalool.
    Type: Grant
    Filed: September 29, 1998
    Date of Patent: April 11, 2000
    Assignee: Loyola University of Chicago
    Inventors: James H. Babler, Harvey W. Posvic
  • Patent number: 6025410
    Abstract: The liquid oligomeric compositions of this invention are made by the Michael addition reaction of acetoacetate functional donor compounds with multifunctional acrylate receptor compounds where the equivalent ratios of multifunctional acrylate to acetoacetate vary from .gtoreq.1:1 to .gtoreq.13.2:1 depending on the functionality of both multifunctional acrylate and acetoacetate. Unuseable gelled or solid oligomer products occur below the claimed ranges. The liquid oligomers of this invention are further crosslinked to make coatings, laminates and adhesives.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: February 15, 2000
    Assignee: Ashland Inc.
    Inventors: Thomas M. Moy, Laurence Dammann, Roman Loza
  • Patent number: 6020502
    Abstract: A method for the fluorination of 1,3-diketones and 1,3-ketoesters is disclosed.
    Type: Grant
    Filed: February 21, 1997
    Date of Patent: February 1, 2000
    Assignee: BNFL Fluorochemicals Ltd.
    Inventors: Richard D. Chambers, John Hutchinson, Martin P. Greenhall, John S. Moilliet, Julie Thomson
  • Patent number: 5932761
    Abstract: It is provided a process for industrially advantageously producing a branched aldehyde represented by the formula; ##STR1## ?wherein Y represents an acyl group of two or more carbon atoms; and X represents an acyloxymethyl group represented by --CH.sub.2 OY' (where Y' represents an acyl group of two or more carbon atoms), cyano group or an alkoxycarbonyl group! which is useful as an intermediate for pharmaceuticals and agricultural chemicals, comprising subjecting an olefinic compound represented by the following formula; ##STR2## (wherein Y and X are the same as defined above), to the reaction with hydrogen and carbon monoxide in the presence of a rhodium compound and a tertiary organic phosphorus compound with an electronic parameter (.upsilon.-value) of 2080 to 2090 cm.sup.-1 or with a steric parameter (.theta.-value) of 150 to 180.degree..
    Type: Grant
    Filed: March 23, 1998
    Date of Patent: August 3, 1999
    Assignee: Kuraray Co., Ltd.
    Inventors: Toshihiro Omatsu, Masahiko Kitayama, Takashi Onishi
  • Patent number: 5786501
    Abstract: A process for the purification of alkyl alkylacetoacetates of the general formula: ##STR1## in which R.sup.1 is a C.sub.1 -C.sub.10 -alkyl group and R.sup.2 is a C.sub.1 -C.sub.4 -alkyl group. In the process, an alkyl alkylacetoacetate which contains an alkyl alkenylacetoacetate of the general formula: ##STR2## in which R.sup.1 and R.sup.2 have the above-stated meaning, and/or further by-products as an impurity, is converted with an ester of the general formula: ##STR3## in which R.sup.2 has the above-stated meaning, in the presence of a base, into an intermediate which is separated off.
    Type: Grant
    Filed: February 25, 1997
    Date of Patent: July 28, 1998
    Assignee: Lonza AG
    Inventor: Barry Jackson
  • Patent number: 5756826
    Abstract: A process for preparing acetoacetates of the general formula: ##STR1## They are prepared by the addition of diketene onto an alcohol of the general formula:HO--R.sup.
    Type: Grant
    Filed: December 3, 1996
    Date of Patent: May 26, 1998
    Assignee: Lonza, Ltd.
    Inventor: Paul Hanselmann
  • Patent number: 5720865
    Abstract: Keto compounds are prepared by a condensation reaction in which an enolate is formed, and then a protonation in which the free keto compound is produced. In accordance with the invention, both condensation and protonation are carried out in one step by electrodialysis. Transesterification can also be carried out in the same step.
    Type: Grant
    Filed: November 30, 1995
    Date of Patent: February 24, 1998
    Assignee: Huels Aktiengesellschaft
    Inventor: Srinivasan Sridhar
  • Patent number: 5679830
    Abstract: A pivaloylacetic acid ester is prepared at a high yield by decarbonylating a pivaloylpyruvic acid ester in gas or liquid phase in the presence of an inorganic oxide catalyst which comprises aluminum in an amount of 10% by weight or more in terms of aluminum oxide, and preferably is substantially free from heavy metals, for example, Fe, Cu, Ni, Mn, Cr, Mo and Co, and exhibits a high catalytic activity and chemical stability.
    Type: Grant
    Filed: July 12, 1995
    Date of Patent: October 21, 1997
    Assignee: Ube Industries, Ltd.
    Inventors: Katsuhiko Mizutare, Masayoshi Oku, Tsuyoshi Ueyama
  • Patent number: 5599813
    Abstract: Thiazolopyrimidine derivatives represented by the formula ##STR1## and salts thereof are provided, which are characterized by a carboxamide residue substituted with R.sup.4 and R.sup.5. The derivatives and salts thereof exhibit antiangiogenic activity and are useful for treatment and cure of diseases, the development of which may be related to angiogenesis, including diabetic retinopathy, various chronic inflammation conditions, growth or metastasis of malignant solid tumors, rheumatism and psoriasis.
    Type: Grant
    Filed: April 1, 1994
    Date of Patent: February 4, 1997
    Assignee: Daiichi Pharmaceutical Co., Ltd.
    Inventors: Hiroo Matsumoto, Noriko Tanaka, Kiyoshi Nakayama, Haruko Chatani, Michio Iwahana
  • Patent number: 5569778
    Abstract: A process for preparing a fluorine-containing dicarbonyl compound of the formula: R.sup.1 COCFR.sup.2 COR.sup.3 in which R.sup.1 is a hydrogen atom, or a substituted or unsubstituted alkyl or aryl group; R.sup.2 is a hydrogen atom, a halogen atom, or a substituted or unsubstituted alkyl or aryl group; and R.sup.3 is a hydrogen atom, or a substituted or unsubstituted alkyl, aryl, alkoxy or aryloxy group, provided that at least two of R.sup.1, R.sup.2 and R.sup.3 may together form a part of a cyclic structure with or without a hetero atom, by reacting a dicarbonyl compound of the formula: R.sup.1 COCHR.sup.2 COR.sup.3 in which R.sup.1, R.sup.2 and R.sup.3 are the same as defined above with fluorine (F.sub.2) in at least one solvent selected from the group consisting of halogenated hydrocarbons having 1 to 5 carbon atoms and nitrile compounds, or in a solvent in the presence of a salt, or an acid having pKa of 6 or less.
    Type: Grant
    Filed: April 28, 1995
    Date of Patent: October 29, 1996
    Assignee: Daikin Industries Ltd.
    Inventors: Teruo Umemoto, Ginjiro Tomizawa
  • Patent number: 5516933
    Abstract: Disclosed are a novel lactone-modified diketene (meth) acrylate compound having an active methylene group in the molecule and a process for the preparation thereof.
    Type: Grant
    Filed: November 1, 1994
    Date of Patent: May 14, 1996
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Takaaki Fujiwa, Tomoshisa Isobe
  • Patent number: 5453464
    Abstract: This invention provides the use and preparation of certain 2,2'-diacetyl-bisacetoacetates and bis(beta-ketoesters). These compounds are useful in coating formulations as crosslinkers in conjunction with polyester, acrylic and/or other hydroxylated resins to provide coatings that cure at about 100.degree. and 175.degree. C. Certain combinations of these crosslinkers and resins cure at unusually low temperatures and provide films with good combinations of flexibility, hardness and adhesion.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: September 26, 1995
    Assignee: Eastman Chemical Company
    Inventors: J. Stewart Witzeman, Allen L. Crain
  • Patent number: 5446195
    Abstract: A formaldehyde scavenger composition consisting of a water-soluble compound of the formula, wherein ##STR1## --R and R' are the identical or different and are methyl or ##STR2## where m=1-3 and n=1-19, --Y is CH2 or --CH2--CO--CH2 and M and N are hydrogen or lower alkyl.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: August 29, 1995
    Assignee: West Point Pepperell
    Inventor: Joseph A. Pacifici